North Chesterfield Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in North Chesterfield

Price found within the past 48 hours. Click for updated prices.
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
Price was CA $1,099, price is now CA $831 per person
CA $831
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
9/10 Wonderful! (1,023 reviews)
This is a beautiful resort. There is a lot to do and plenty of space. The location is close to theme parks and historical sites. We recommend 100%!

Reviewed on Jun 11, 2026

Westgate Historic Williamsburg Resort

Westgate Historic Williamsburg Resort

3.5 out of 5
Midtown
Price was CA $1,373, price is now CA $904 per person
CA $904
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.6/10 Excellent! (1,000 reviews)
Overall the property seemed well kept visually. Our room was clean and exactly as pictured. The reason I'm not leaving a 5-star review has to do with the fact that there were lots of maintenance issues during our stay. Upon arrival, the computers were down making for a much slower check in. The staff was doing their best to accommodate despite the issue. The second day we were there the elevator was out of service, and was still out of service upon our departure the following day. The last day we were there the ice machine was out of service also. If it was just one issue or another, I would have said - things happen but it seemed like a lot of issues that weren't immediately addressed for being the middle of summer and their busy season.

Reviewed on Jun 15, 2026

Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was CA $1,186, price is now CA $960 per person
CA $960
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (822 reviews)
This property was a unique combination of old and new. The location in "old" Williamsburg helped us to feel like we were back in time. The property itself had great bones and was as clean as daily housekeeping could keep it. The rooms are tired however, needing carpets cleaned, furniture changed and repaired and fresh paint on the inside. Loved the vintage feel, just fine to freshen it up. The AC was great, deck and views were beautiful and the beds comfortable. Easy access because we were on the main floor and the check in process at the Williamsburg Inn was refined and made me feel very welcome!

Reviewed on Jun 12, 2026

The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was CA $1,690, price is now CA $1,412 per person
CA $1,412
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (1,370 reviews)
Great location. Comfortable room.

Reviewed on Jun 13, 2026

Club Wyndham Governor’s Green

Club Wyndham Governor’s Green

3 out of 5
Price was CA $1,424, price is now CA $1,195 per person
CA $1,195
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
9.2/10 Wonderful! (251 reviews)
Had an adult only pool totally separate from the "family" pool, which was greatly appreciated. Did not appreciate the sales pitch upon arrival after a 6 hour drive, LOL,

Reviewed on Jun 15, 2026

Where to stay in North Chesterfield

Find the best North Chesterfield areas and neighborhoods for the activities you enjoy most. Learn more about North Chesterfield
Downtown Richmond, Virginia skyline and the James River at twilight.; Shutterstock ID 478364257

Downtown Richmond

3 out of top 10 points of interest in this area
4/5(18 area reviews)

Explore the central business district, home to Fortune 500 companies and architectural gems like the Virginia State Capitol. Discover vibrant nightlife in Shockoe Bottom and Shockoe Slip districts.

Find hotels in Downtown Richmond

North Chesterfield Hotel Deals

La Quinta Inn & Suites by Wyndham Richmond-Midlothian

La Quinta Inn & Suites by Wyndham Richmond-Midlothian

3 out of 5
1301 Huguenot Road Midlothian VA
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Jun 21 to Jun 22
CA $150
CA $178 total
Jun 21 - Jun 22
includes taxes & fees
8.2/10 Very Good! (1,429 reviews)
"The staff was amazing. Ms D the morning breakfast person was awesome. Greetings with a smile. The morning desk person was 100% the best"

Reviewed on Jun 13, 2026

La Quinta Inn & Suites by Wyndham Richmond-Midlothian
Hyatt Place Richmond/Arboretum

Hyatt Place Richmond/Arboretum

3 out of 5
201 Arboretum Place Richmond VA
The price is CA $155 per night from Jul 5 to Jul 6
CA $155
CA $180 total
Jul 5 - Jul 6
includes taxes & fees
8/10 Very Good! (1,013 reviews)
"Nice property"

Reviewed on Jun 16, 2026

Hyatt Place Richmond/Arboretum
DoubleTree by Hilton Richmond - Midlothian

DoubleTree by Hilton Richmond - Midlothian

4 out of 5
1021 Koger Center Blvd Richmond VA
The price is CA $196 per night from Jun 22 to Jun 23
CA $196
CA $228 total
Jun 22 - Jun 23
includes taxes & fees
8/10 Very Good! (1,018 reviews)
"Breakfast was wonderful as were Sabrina, Chastity and Janette. Issues: First Room 231: The lines were blown out Thursday and hot water was running from shower & sink. I cleaned both. Bathroom floor wet - I dried. Also the AC would not work right. Moved to Room 334: Toilet wanted to overflow every ..."

Reviewed on Jun 15, 2026

DoubleTree by Hilton Richmond - Midlothian
See all 984 properties in North Chesterfield
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a North Chesterfield vacation package cost?
The cheapest North Chesterfield vacation package is CA $831, so your dream vacation can become a reality — without spending an arm and a leg. Bundle flights, hotels and car rentals to tailor make a package suited to your traveling style.
How do I get a cheap travel package to North Chesterfield?
Combine your hotels and flights, add on extras such as activities or a rental car, and save with a North Chesterfield vacation package. You won't just score amazing discounts on your escape — you'll have a world of choice too. When you book through Expedia, you'll have your pick of over 550 partner airlines and 1,000,000 hotels globally. Your next affordable adventure begins right here, right now!
Where should I stay in North Chesterfield?
Urban explorers come from every corner of the globe to see Greater Richmond Convention Center and Richmond Raceway in North Chesterfield. Stay within walking distance of these popular attractions and visit them whenever you want.
What are the top hotels in North Chesterfield?
If it's your first visit to North Chesterfield, book a room at Turnpike Motel or Residence Inn by Marriott Richmond West/Midlothian. Both hotels offer comfortable beds and are top options with many savvy travelers.
How far in advance should I book my North Chesterfield vacation?
It's hard to pick the perfect time for airfares, but we generally say the earlier, the better. Plenty of international journeys on Expedia become available up to a year in advance. If you can't book ahead, fear not. Discounted prices appear from time to time just weeks before departure dates.
What does an Expedia North Chesterfield travel package include?
You can select from any combination of flights, hotels and rental cars. Once you've made your booking, you can add some experiences and activities. Want to pick your airfare class? That's also easy to do. The choice is yours when it comes to planning your ideal North Chesterfield trip.
What should I know before booking a North Chesterfield travel package?
A package can be cheaper than separately booking all you need for your getaway. For example, bundle your flights, hotels and rental cars and save a tidy sum. No matter your vacation plans, you'll find a package that's perfect for you.
Can I choose my airline with a North Chesterfield Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our packages give you the flexibility to take your pick of available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my North Chesterfield vacation package?
Yes, you can. We get that even the best-laid plans can go awry, so we're happy to help if you have to make changes to your North Chesterfield vacation package. You may be able to amend or cancel your itinerary at no cost if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Look up our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.

Stay near popular North Chesterfield attractions

Chesterfield Towne Center

8.4/5 (110 reviews)
You can browse for the perfect souvenirs at Chesterfield Towne Center during your trip to Richmond. Amble around this family-friendly area's picturesque gardens or attend a sporting event.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.